EP0217159A3 - Aldehydes, acetals, alcohols and ethers with 3-methyl or 3,5-dimethylbenzyl groups, their preparation and their use as fragrance compounds - Google Patents

Aldehydes, acetals, alcohols and ethers with 3-methyl or 3,5-dimethylbenzyl groups, their preparation and their use as fragrance compounds Download PDF

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Publication number
EP0217159A3
EP0217159A3 EP86112147A EP86112147A EP0217159A3 EP 0217159 A3 EP0217159 A3 EP 0217159A3 EP 86112147 A EP86112147 A EP 86112147A EP 86112147 A EP86112147 A EP 86112147A EP 0217159 A3 EP0217159 A3 EP 0217159A3
Authority
EP
European Patent Office
Prior art keywords
methyl
acetals
aldehydes
ethers
alcohols
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP86112147A
Other languages
German (de)
Other versions
EP0217159B1 (en
EP0217159A2 (en
Inventor
Walter Dr. Dipl.-Chem. Hafner
Peter Ritter
Helmut Dr. Dipl.-Chem. Gebauer
Marlies Regiert
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Haarmann and Reimer GmbH
Original Assignee
Consortium fuer Elektrochemische Industrie GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Consortium fuer Elektrochemische Industrie GmbH filed Critical Consortium fuer Elektrochemische Industrie GmbH
Priority to AT86112147T priority Critical patent/ATE71075T1/en
Publication of EP0217159A2 publication Critical patent/EP0217159A2/en
Publication of EP0217159A3 publication Critical patent/EP0217159A3/en
Application granted granted Critical
Publication of EP0217159B1 publication Critical patent/EP0217159B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/0061—Essential oils; Perfumes compounds containing a six-membered aromatic ring not condensed with another ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
    • C07C29/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
    • C07C29/54—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only starting from compounds containing carbon-to-metal bonds and followed by conversion of the -O- metal to -OH groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/18—Monohydroxylic alcohols containing only six-membered aromatic rings as cyclic part
    • C07C33/20—Monohydroxylic alcohols containing only six-membered aromatic rings as cyclic part monocyclic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/14—Unsaturated ethers
    • C07C43/164—Unsaturated ethers containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/228—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing six-membered aromatic rings, e.g. phenylacetaldehyde

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Fats And Perfumes (AREA)
  • Cosmetics (AREA)

Abstract

Compounds of the general formula (I) <IMAGE> and compounds of the general formula (II) <IMAGE> in which R1 represents -OH, -CH2OH, -CH2-OCH3, -CHOH-CH3, -CHO or -CH(OCH3)2, R2 represents methyl or ethyl, R3 represents hydrogen or methyl, and X represents hydrogen or methyl, are disclosed. Processes for the manufacture of certain compounds of formula (I) and for those of formula (II) are also provided. The compounds are useful as perfume materials.
EP86112147A 1985-09-04 1986-09-02 Aldehydes, acetals, alcohols and ethers with 3-methyl or 3,5-dimethylbenzyl groups, their preparation and their use as fragrance compounds Expired - Lifetime EP0217159B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT86112147T ATE71075T1 (en) 1985-09-04 1986-09-02 ALDEHYDE, ACETALS, ALCOHOLS AND ETHERS WITH 3METHYL OR 3,5-DIMETHYLBENZYL GROUPS, THEIR PRODUCTION AND THEIR USE AS PERFUMES.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19853531585 DE3531585A1 (en) 1985-09-04 1985-09-04 ALDEHYDE, ACETAL, ALCOHOL AND ETHER WITH 3-METHYL OR 3,5-DIMETHYLBENE CYCLE GROUPS, THEIR PRODUCTION AND THEIR USE AS A FRAGRANCE
DE3531585 1985-09-04

Publications (3)

Publication Number Publication Date
EP0217159A2 EP0217159A2 (en) 1987-04-08
EP0217159A3 true EP0217159A3 (en) 1989-05-03
EP0217159B1 EP0217159B1 (en) 1992-01-02

Family

ID=6280116

Family Applications (1)

Application Number Title Priority Date Filing Date
EP86112147A Expired - Lifetime EP0217159B1 (en) 1985-09-04 1986-09-02 Aldehydes, acetals, alcohols and ethers with 3-methyl or 3,5-dimethylbenzyl groups, their preparation and their use as fragrance compounds

Country Status (7)

Country Link
US (1) US4710316A (en)
EP (1) EP0217159B1 (en)
JP (2) JPS6256447A (en)
AT (1) ATE71075T1 (en)
AU (2) AU588618B2 (en)
CA (1) CA1308120C (en)
DE (2) DE3531585A1 (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3703584A1 (en) * 1987-02-06 1988-08-18 Consortium Elektrochem Ind ALDEHYDE AND ALCOHOLS WITH 3-METHYL OR 3,5-DIMETHYLPHENYL GROUPS, THE PRODUCTION AND USE THEREOF AS A PERFUME
DE3712873A1 (en) * 1987-04-15 1988-11-03 Consortium Elektrochem Ind ALCOHOLS CONTAINING 2-METHYL OR 2-METHOXYPHENYL GROUPS AND THE USE THEREOF AS A PERFUME
DE3719693A1 (en) * 1987-06-12 1988-12-29 Huels Chemische Werke Ag METHOD FOR PRODUCING 3-PHENYL-2-METHYLPROPANOL AND ITS P-SUBSTITUTED ALKYL DERIVATIVES
JPH02144360A (en) * 1988-11-22 1990-06-04 Nireco Corp Method and device of winding beltform long substance
AU2003229622A1 (en) * 2002-04-22 2003-11-03 Symrise Gmbh And Co. Kg Method for the production of phenyl propyl alcohols
DE102004023346A1 (en) 2004-05-12 2005-12-15 Symrise Gmbh & Co. Kg 3-methylbenzyl
DE102013020322B4 (en) * 2013-12-05 2019-04-18 Oxea Gmbh A process for the recovery of 2-methylbutanal from the obtained in the preparation of mixtures of isomeric α, ß-unsaturated decenals side streams
EP3521409A3 (en) * 2014-03-26 2019-10-16 The Procter & Gamble Company Perfume systems
WO2016074118A1 (en) * 2014-11-10 2016-05-19 Givaudan Sa Improvements in or relating to organic compounds

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0032659A1 (en) * 1980-01-16 1981-07-29 BASF Aktiengesellschaft Optically active derivatives of phenylpropane, their preparation and use in the preparation of fungicides
EP0044514A1 (en) * 1980-07-19 1982-01-27 Ruhrchemie Aktiengesellschaft Process for the production of dimethylbenzyl-carbinol and dimethylbenzyl carbinyl formate
US4490284A (en) * 1982-09-29 1984-12-25 Dragoco Gerberding & Co. Gmbh 1,1-Di(C1 -C6 -alkyl)-2-phenyl-ethane derivatives as perfuming ingredients

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2952719A1 (en) * 1979-12-29 1981-07-16 Basf Ag, 6700 Ludwigshafen METHOD FOR PRODUCING P-SUBSTITUTED PHENYL PROPANOLS AND THEIR ESTERS
US4362657A (en) * 1980-09-30 1982-12-07 International Flavors & Fragrances Inc. Use of cyclohexyl phenethylether derivative in augmenting or enhancing the aromas of perfumes and colognes
US4492645A (en) * 1982-07-16 1985-01-08 International Flavors & Fragrances Inc. Organoleptic use of cyclohexenyl-alpha-alkyl acrolein derivatives
US4549983A (en) * 1983-04-07 1985-10-29 International Flavors & Fragrances Inc. Process for preparing phenyl alkanol and perfumery uses of resulting product

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0032659A1 (en) * 1980-01-16 1981-07-29 BASF Aktiengesellschaft Optically active derivatives of phenylpropane, their preparation and use in the preparation of fungicides
EP0044514A1 (en) * 1980-07-19 1982-01-27 Ruhrchemie Aktiengesellschaft Process for the production of dimethylbenzyl-carbinol and dimethylbenzyl carbinyl formate
US4490284A (en) * 1982-09-29 1984-12-25 Dragoco Gerberding & Co. Gmbh 1,1-Di(C1 -C6 -alkyl)-2-phenyl-ethane derivatives as perfuming ingredients

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
LIEBIGS ANNALEN DER CHEMIE, Band 751, 1971, Seiten 109-120, Verlag Chemie, Weinheim, DE; H. KROPF et al.: "Organische Peroxide VII" *

Also Published As

Publication number Publication date
EP0217159B1 (en) 1992-01-02
JPS6485941A (en) 1989-03-30
JPS6256447A (en) 1987-03-12
AU4127689A (en) 1989-12-21
JPS6365655B2 (en) 1988-12-16
EP0217159A2 (en) 1987-04-08
DE3683231D1 (en) 1992-02-13
AU6231586A (en) 1987-03-05
US4710316A (en) 1987-12-01
CA1308120C (en) 1992-09-29
AU588618B2 (en) 1989-09-21
JPH0462303B2 (en) 1992-10-05
DE3531585A1 (en) 1987-03-05
ATE71075T1 (en) 1992-01-15

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